Compound and organic light-emitting device including the same

ABSTRACT

A compound, an organic light-emitting device, and a flat panel display apparatus, the compound being represented by the following Formula 1:

CROSS-REFERENCE TO RELATED APPLICATION

Korean Patent Application No. 10-2014-0155519, filed on Nov. 10, 2014,in the Korean Intellectual Property Office, and entitled: “Compound andOrganic Light-Emitting Device Including The Same,” is incorporated byreference herein in its entirety.

BACKGROUND

1. Field

Embodiments relate to a compound and an organic light-emitting deviceincluding the same.

2. Description of the Related Art

Organic light-emitting devices (OLEDs) are self-emission devices thathave wide viewing angles, high contrast ratios, and short responsetimes. In addition, the OLEDs exhibit excellent luminance, drivingvoltage, and response speed characteristics, and produce full-colorimages.

The organic light-emitting device may include a first electrode disposedon a substrate, and a hole transport region, an emission layer, anelectron transport region, and a second electrode, which aresequentially disposed on the first electrode. Holes provided from thefirst electrode may move toward the emission layer through the holetransport region, and electrons provided from the second electrode maymove toward the emission layer through the electron transport region.The holes and the electrons are recombined in the emission layer toproduce excitons. These excitons change from an excited state to aground state, thereby generating light.

SUMMARY

Embodiments are directed to a compound and an organic light-emittingdevice including the same.

The embodiments may provide an organic light-emitting device having alow driving voltage, high current efficiency, and improved lifespancharacteristics.

According to one or more exemplary embodiments, a compound isrepresented by Formula 1:

wherein in Formula 1,

R₁ to R₁₁ are each independently selected from a hydrogen, a deuterium,—F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, anamino group, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a substituted or unsubstituted C₁-C₆₀alkyl group, a substituted or unsubstituted C₆-C₆₀ aryl group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, and asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group;

Ar and X are each independently selected from a single bond, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstitutedC₂-C₆₀ alkynyl group, a substituted or unsubstituted C₁-C₆₀ alkoxygroup, a substituted or unsubstituted C₃-C₁₀ cycloalkyl group, asubstituted or unsubstituted C₂-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group;

n is an integer selected from 1 to 4;

m is an integer selected from 0 to 2;

at least one substituent of the substituted C₁-C₆₀ alkyl group,substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ alkynyl group,substituted C₁-C₆₀ alkoxy group, substituted C₃-C₁₀ cycloalkyl group,substituted C₂-C₁₀ heterocycloalkyl group, substituted C₃-C₁₀cycloalkenyl group, substituted C₂-C₁₀ heterocycloalkenyl group,substituted C₆-C₆₀ aryl group, substituted C₆-C₆₀ aryloxy group,substituted C₆-C₆₀ arylthio group, substituted C₂-C₆₀ heteroaryl group,substituted monovalent non-aromatic condensed polycyclic group,substituted monovalent non-aromatic condensed heteropolycyclic group,substituted C₃-C₁₀ cycloalkylene group, substituted C₂-C₁₀heterocycloalkylene group, substituted C₃-C₁₀ cycloalkenylene group,substituted C₂-C₁₀ heterocycloalkenylene group, substituted C₆-C₆₀arylene group, substituted C₁-C₆₀ heteroarylene group, substituteddivalent non-aromatic condensed polycyclic group, and substituteddivalent non-aromatic condensed heteropolycyclic group is selected from

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₂-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and—B(Q₁₆)(Q₁₇);

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₂-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group; a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₂₁)(Q₂₂), —Si(Q₂₃)(Q₂₄)(Q₂₅), and—B(Q₂₆)(Q₂₇); and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇);

wherein Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ are each independentlyselected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₁-C₆₀ heteroaryl group, a monovalent non-aromaticcondensed polycyclic group, and a monovalent non-aromatic condensedheteropolycyclic group.

According to one or more exemplary embodiments, an organiclight-emitting device includes: a first electrode; a second electrodefacing the first electrode; and an organic layer that is disposedbetween the first electrode and the second electrode and including anemission layer; wherein the organic layer includes the compounddescribed above.

According to one or more exemplary embodiments, a flat panel displayapparatus may include the organic light-emitting device wherein a firstelectrode is electrically connected to a source electrode or drainelectrode of a thin film transistor.

BRIEF DESCRIPTION OF THE DRAWING

Features will be apparent to those of skill in the art by describing indetail exemplary embodiments with reference to the attached drawings inwhich:

FIG. 1 illustrates a schematic view of an organic light-emitting deviceaccording to an embodiment.

DETAILED DESCRIPTION

Example embodiments will now be described more fully hereinafter withreference to the accompanying drawing; however, they may be embodied indifferent forms and should not be construed as limited to theembodiments set forth herein. Rather, these embodiments are provided sothat this disclosure will be thorough and complete, and will fullyconvey exemplary implementations to those skilled in the art.

In the drawing FIGURE, the dimensions of layers and regions may beexaggerated for clarity of illustration. Like reference numerals referto like elements throughout.

As used herein, the term “and/or” includes any and all combinations ofone or more of the associated listed items.

According to an exemplary embodiment, a compound may be represented byFormula 1.

In Formula 1,

R₁ to R₁₁ may each independently be selected from or include, e.g., ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₁-C₆₀heteroaryl group, a substituted or unsubstituted monovalent non-aromaticcondensed polycyclic group, and a substituted or unsubstitutedmonovalent non-aromatic condensed heteropolycyclic group;

Ar and X may each independently be selected from or include, e.g., asingle bond, a substituted or unsubstituted C₁-C₆₀ alkyl group, asubstituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted orunsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstitutedC₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkylgroup, a substituted or unsubstituted C₂-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₁-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group, a substituted or unsubstituted C₃-C₁₀cycloalkylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkylene group, a substituted or unsubstituted C₃-C₁₀cycloalkenylene group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenylene group, a substituted or unsubstituted C₆-C₆₀arylene group, a substituted or unsubstituted C₁-C₆₀ heteroarylenegroup, a substituted or unsubstituted divalent non-aromatic condensedpolycyclic group, and a substituted or unsubstituted divalentnon-aromatic condensed heteropolycyclic group;

n may be an integer selected from 1 to 4; and

m may be an integer selected from 0 to 2.

In an implementation, at least one substituent of the substituted C₁-C₆₀alkyl group, substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀alkynyl group, substituted C₁-C₆₀ alkoxy group, substituted C₃-C₁₀cycloalkyl group, substituted C₂-C₁₀ heterocycloalkyl group, substitutedC₃-C₁₀ cycloalkenyl group, substituted C₂-C₁₀ heterocycloalkenyl group,substituted C₆-C₆₀ aryl group, substituted C₆-C₆₀ aryloxy group,substituted C₆-C₆₀ arylthio group, substituted C₂-C₆₀ heteroaryl group,substituted monovalent non-aromatic condensed polycyclic group,substituted monovalent non-aromatic condensed heteropolycyclic group,substituted C₃-C₁₀ cycloalkylene group, substituted C₂-C₁₀heterocycloalkylene group, substituted C₃-C₁₀ cycloalkenylene group,substituted C₂-C₁₀ heterocycloalkenylene group, substituted C₆-C₆₀arylene group, substituted C₁-C₆₀ heteroarylene group, substituteddivalent non-aromatic condensed polycyclic group, and substituteddivalent non-aromatic condensed heteropolycyclic group may be selectedfrom:

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₆₀ alkoxy group, each substituted with at least one selected froma deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₃-C₁₀ cycloalkyl group,a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₂-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and—B(Q₁₆)(Q₁₇);

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₂-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₂₁)(Q₂₂), —Si(Q₂₃)(Q₂₄)(Q₂₅), and—B(Q₂₆)(Q₂₇); and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇);

wherein Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ may each independently beselected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, and amonovalent non-aromatic condensed heteropolycyclic group.

The compound represented by Formula 1 may have a high glass transitiontemperature (Tg) or melting point, e.g., due to an introduction of ahetero ring. Therefore, when an organic light-emitting device isemitting light, in an organic layer, heat resistance to Joule heat (thatmay be generated from between the organic layer and a metal electrode)and heat resistance to a high temperature may increase.

The organic light-emitting device including the compound according to anembodiment may have high durability during storage or operation.

Substituents of Formula 1 will be described in more detail below.

When m in Formula 1 is two or more, X (e.g., bound to Ar) may bedifferent or identical.

In an implementation, in Formula 1, Ar and X may each independently beselected from or include, e.g., a single bond, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₁-C₆₀heteroaryl group, a substituted or unsubstituted monovalent non-aromaticcondensed polycyclic group, a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group.

In an implementation, in Formula 1, Ar may be selected from a singlebond or a group represented by one of the following Formulae 2a to 2t.

In Formulae 2a to 2t,

H₁, H₂, and H₃ may each independently be selected from, e.g., CR₂₁R₂₂,O, S, and NR₂₃;

R_(11′), R₁₂, R₂₁, R₂₂, R₂₃, and Z₁ may each independently be selectedfrom or include, e.g., a hydrogen, a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a substituted or unsubstituted C₁-C₆₀ alkyl group, asubstituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted orunsubstituted C₂-C₆₀ alkynyl group, a substituted or unsubstitutedC₁-C₆₀ alkoxy group, a substituted or unsubstituted C₃-C₁₀ cycloalkylgroup, a substituted or unsubstituted C₂-C₁₀ heterocycloalkyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkenyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀aryloxy group, a substituted or unsubstituted C₆-C₆₀ arylthio group, asubstituted or unsubstituted C₂-C₆₀ heteroaryl group, a substituted orunsubstituted monovalent non-aromatic condensed polycyclic group, and asubstituted or unsubstituted monovalent non-aromatic condensedheteropolycyclic group;

p may be an integer selected from 1 to 8; a and b may each independentlybe an integer selected from 1 to 5;

l may be 0 or 1; and

* indicates a binding site to a neighboring atom.

When p, a, or b are 2 or more, R_(11′), R₁₂, or Z₁ may be eachindependently identical or different.

In an implementation, R_(11′) and R₁₂ that are adjacent to each other,e.g., adjacent ones of R_(11′) and R₁₂ in Formulae 2b or 2e, may beseparate or may form a ring by linking to each other.

In an implementation, in Formula 1, X may be selected from a single bondand a group represented by one of the following Formulae 3a to 3g.

In Formulae 3a to 3g, * indicates a binding site to a neighboring atom.

In an implementation, the compound represented by Formula 1 may berepresented by the following Formula 2.

In Formula 2, X, Ar, m, and n may be defined the same as X, Ar, m, and nof Formula 1.

In an implementation, the compound represented by Formula 1 may be oneof the following Compounds 1 to 67.

As used herein, the term the “organic layer” refers to a single and/or aplurality of layers disposed between the first electrode and the secondelectrode in an organic light-emitting device. A material included inthe “organic layer” is not limited to an organic material.

FIG. 1 illustrates a schematic view of an organic light-emitting device10 according to an embodiment. The organic light-emitting device 10 mayinclude a first electrode 110, an organic layer 150, and a secondelectrode 190.

Hereinafter, a structure and a method of manufacturing the organiclight-emitting device according to an embodiment will be described withreference to FIG. 1.

Referring to FIG. 1, a substrate may be additionally disposed under thefirst electrode 110 or on the second electrode 190. The substrate may bea glass substrate or transparent plastic substrate, each with excellentmechanical strength, thermal stability, transparency, surfacesmoothness, ease of handling, and water resistance.

The first electrode 110 may be formed by depositing or sputtering amaterial for forming the first electrode on the substrate. When thefirst electrode 110 is an anode, the material for the first electrodemay be selected from materials with a high work function to facilitatehole injection. The first electrode 110 may be a reflective electrode, asemi-transmissive electrode, or a transmissive electrode. The materialfor the first electrode may be a transparent and highly conductivematerial, and examples of the material may include indium tin oxide(ITO), indium zinc oxide (IZO), tin oxide (SnO₂), and zinc oxide (ZnO).When the first electrode 110 is a semi-transmissive electrode or areflective electrode, as a material for forming the first electrode, atleast one selected from magnesium (Mg), aluminum (Al), aluminum-lithium(Al—Li), calcium (Ca), magnesium-indium (Mg—In), and magnesium-silver(Mg—Ag) may be used.

The first electrode 110 may have a single-layer structure, or amulti-layer structure including a plurality of layers. For example, thefirst electrode 110 may have a triple-layer structure of ITO/Ag/ITO, butit is not limited thereto.

The organic layer 150 may be disposed on the first electrode 110. Theorganic layer 150 may include an emission layer.

The organic layer 150 may further include a hole transport regionbetween the first electrode and the emission layer, and/or an electrontransport region between the emission layer and the second electrode.

The hole transport region may include at least one selected from a holeinjection layer (HIL), a hole transport layer (HTL), a buffer layer, andan electron blocking layer (EBL). The electron transport region mayinclude at least one selected from a hole blocking layer (HBL), anelectron transport layer (ETL), and an electron injection layer (EIL).

The hole transport region may have a single-layered structure formed ofa single material, a single-layered structure formed of a plurality ofdifferent materials, or a multi-layered structure having a plurality oflayers formed of a plurality of different materials.

For example, the hole transport region may have a single-layeredstructure formed of a plurality of different materials, or a structureof hole injection layer/hole transport layer, a structure of holeinjection layer/hole transport layer/buffer layer, a structure of holeinjection layer/buffer layer, a structure of hole transport layer/bufferlayer, or a structure of hole injection layer/hole transportlayer/electron blocking layer, wherein layers of each structure aresequentially stacked from the first electrode 110 in this stated order.

When the hole transport region includes a hole injection layer, the holeinjection layer may be formed on the first electrode 110 by usingvarious methods, e.g., vacuum-deposition, spin coating, casting,Langmuir-Blodgett (LB) method, ink-jet printing, laser-printing, orlaser-induced thermal imaging (LITI).

When a hole injection layer is formed by vacuum-deposition, e.g., thevacuum-deposition may be performed at a temperature of a depositiontemperature in a range of about 100° C. to about 500° C., at a vacuumdegree in a range of about 10⁻⁸ torr to about 10⁻³ torr, and/or at adeposition rate in a range of about 0.01 Å/sec to about 100 Å/sec inconsideration of a compound for a hole injection layer to be deposited,and the structure of a hole injection layer to be formed.

When a hole injection layer is formed by spin coating, the spin coatingmay be performed at a coating rate in a range of about 2,000 rpm toabout 5,000 rpm, and/or at a temperature in a range of about 80° C. to200° C. in consideration of a compound for a hole injection layer to bevacuum-deposited, and the structure of a hole injection layer to beformed.

When the hole transport region includes a hole transport layer, the holetransport layer may be formed on the first electrode 110 or the holeinjection layer by using various methods, e.g., vacuum-deposition, spincoating, casting, LB method, ink-jet printing, laser-printing, or LITI.When the hole transport layer is formed by vacuum-deposition or spincoating, conditions for vacuum-deposition and coating may be similar tothe above-described vacuum-deposition and coating conditions for formingthe hole injection layer.

The hole transport region may include at least one selected fromm-MTDATA, TDATA, 2-TNATA, NPB, β-NPB, TPD, a spiro-TPD, a spiro-NPB,α-NPB, TAPC, HMTPD, 4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA),polyaniline/dodecylbenzenesulfonic acid (Pani/DBSA),poly(3,4-ethylenedioxythiophene)/poly(4-styrenesulfonate) (PEDOT/PSS),polyaniline/camphor sulfonicacid (Pani/CSA),(polyaniline)/poly(4-styrenesulfonate) (PANI/PSS), a compoundrepresented by Formula 201 below, and a compound represented by Formula202 below.

In Formulae 201 and 202,

L₂₀₁ to L₂₀₅ may be the same as defined in connection with X providedherein;

xa1 to xa4 may each independently be selected from 0, 1, 2, and 3; and

xa5 may be selected from 1, 2, 3, 4, and 5;

R₂₀₁ to R₂₀₄ may each independently be selected from a substituted orunsubstituted C₃-C₁₀ cycloalkyl group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkyl group, a substituted or unsubstituted C₃-C₁₀cycloalkenyl group, a substituted or unsubstituted C₂-C₁₀heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀ arylgroup, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group.

In an implementation, in Formulae 201 and 202,

L₂₀₁ to L₂₀₅ may each independently be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorene group, a dibenzofluorenegroup, a phenanthrenylene group, an anthracenylene group, a pyrenylenegroup, a chrysenylene group, a pyridinylene group, a pyrazinylene group,a pyrimidinylene group, a pyridazinylene group, a quinolinylene group,an isoquinolinylene group, a quinoxalinylene group, a quinazolinylenegroup, a carbazolylene group, and a triazinylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and a triazinylenegroup, each substituted with at least one selected from a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group;

xa1 to xa4 may each independently be selected from 0, 1, and 2;

xa5 may be selected from 1, 2, and 3;

R₂₀₁ to R₂₀₄ may each independently be selected from:

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, an azulenyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group; but they are not limited thereto.

The compound represented by Formula 201 may be represented by Formula201A.

In an implementation, the compound represented by Formula 201 may berepresented by Formula 201A-1.

In an implementation, the compound represented by Formula 202 may berepresented by Formula 202A.

In Formulae 201A, 201A-1, and 202A, L₂₀₁ to L₂₀₃, xa1 to xa3, xa5, andR₂₀₂ to R₂₀₄ may be understood by referring to the descriptions providedherein, R₂₁₁ may be the same as defined in connection with R₂₀₃, andR₂₁₃ to R₂₁₆ may each independently be selected from a hydrogen, adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, aC₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group.

In an implementation, in Formulae 201A-1 and 202A,

L₂₀₁ to L₂₀₃ may each independently be selected from:

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorene group, a dibenzofluorenegroup, a phenanthrenylene group, an anthracenylene group, a pyrenylenegroup, a chrysenylene group, a pyridinylene group, a pyrazinylene group,a pyrimidinylene group, a pyridazinylene group, a quinolinylene group,an isoquinolinylene group, a quinoxalinylene group, a quinazolinylenegroup, a carbazolylene group, and a triazinylene group; and

a phenylene group, a naphthylene group, a fluorenylene group, aspiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and a triazinylenegroup, each substituted with at least one selected from a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group;

xa1 to xa3 may be each independently 0 or 1;

R₂₀₃, R₂₁₁, and R₂₁₂ may each independently be selected from:

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, aphenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group, each substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group;

R₂₁₃ and R₂₁₄ may each independently be selected from:

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and a triazinyl group;

R₂₁₅ and R₂₁₆ may each independently be selected from:

a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group;

a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group;

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, and a triazinyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and a triazinyl group;

and xa5 may be 1 or 2.

In Formulae 201A and 201A-1, R₂₁₃ and R₂₁₄ may be separate or may linkto each other so as to form a saturated ring or an unsaturated ring.

The compound represented by Formula 201 and the compound represented byFormula 202 may include Compounds HT1 to HT20.

A thickness of the hole transport region may be in a range of about 100Å to about 10,000 Å, e.g., about 100 Å to about 1000 Å. When the holetransport region includes the a hole injection layer and a holetransport layer, a thickness of the hole injection layer may be in arange of about 100 Å to about 10,000 Å, e.g., about 100 Å to about 1,000Å, a thickness of the hole transport layer may be in a range of about 50Å to about 2,000 Å, e.g., about 100 Å to about 1,500 Å. When thethicknesses of the hole transport region, the hole injection layer, andthe hole transport layer are within these ranges, excellent holetransport characteristics may be obtained without a substantial increasein driving voltage.

The hole transport region may further include, in addition to thementioned materials above, a charge-generating material to improveconductive properties. The charge-generating material may behomogeneously or non-homogeneously dispersed throughout the holetransport region.

The charge-generating material may be, e.g., a p-dopant. The p-dopantmay include one selected from a quinone derivative, a metal oxide, and acyano group-containing compound. Examples of the p-dopant may include aquinone derivative, such as tetracyanoquinonedimethane (TCNQ) or2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinonedimethane (F4-TCNQ); ametal oxide, such as a tungsten oxide or a molybdenum oxide, andCompound HT-D1 illustrated below.

The hole transport region may further include a buffer layer as well asthe electron blocking layer, hole injection layer, and hole transportlayer described above. The buffer layer may compensate for an opticalresonance distance according to a wavelength of light emitted from theemission layer, and light-emission efficiency of a formed organiclight-emitting device may be improved. For use as a material included inthe buffer layer, materials that are included in the hole transportregion may be used. The electron blocking layer prevents injection ofelectrons from the electron transport region.

An emission layer may be formed on the first electrode 110 or the holetransport region by using various methods, e.g., vacuum-deposition, spincoating, casting, LB method, ink-jet printing, laser-printing, or LITI.When the emission layer is formed by vacuum-deposition or spin coating,deposition and coating conditions for the emission layer may bedetermined by referring to the deposition and coating conditions for thehole injection layer.

When the organic light-emitting device 10 is a full color organiclight-emitting device, the emission layer may be patterned into a redemission layer, a green emission layer, or a blue emission layer,according to a sub pixel. In an implementation, the emission layer mayhave a stacked structure of a red emission layer, a green emissionlayer, and a blue emission layer, or may include a red-light emissionmaterial, a green-light emission material, and a blue-light emissionmaterial, which are mixed with each other in a single layer, to emitwhite light.

The emission layer may include a host and a dopant.

The compound represented by Formula 1 may be used as the host. In animplementation, the compound represented by Formula 1 may be afluorescent host.

The dopant may include, e.g., a suitable fluorescent dopant.

The fluorescent dopant may include, e.g., at least one selected fromDPAVBi, BDAVBi, TBPe, DCM, DCJTB, Coumarin 6, and C545T.

In an implementation, the fluorescent dopant may include, e.g., acompound represented by the following Formula 501.

In an implementation, in Formula 501,

Ar₅₀₁ may be selected from:

a naphthalene, a heptalene, a fluorene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene;

a naphthalene, a heptalene, a fluorene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene,naphthacene, a picene, a perylene, a pentaphene and an indenoanthracene,each substituted with at least one selected from a deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group,an amidino group, a hydrazine group, a hydrazone group, a carboxylicacid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoricacid or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₂-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, and —Si(Q₅₀₁)(Q₅₀₂)(Q₅₀₃);

wherein Q₅₀₁ to Q₅₀₃ may each independently be selected from a hydrogen,a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₆-C₆₀ aryl group, and aC₂-C₆₀ heteroaryl group;

L₅₀₁ to L₅₀₃ may be the same as defined in connection with L₂₀₃ providedherein;

R₅₀₁ and R₅₀₂ may each independently be selected from:

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazole group, a triazinyl group, adibenzofuranyl group, and a dibenzothiophenyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, a triazinyl group and adibenzofuranyl group, and a dibenzothiophenyl group, each substitutedwith at least one selected from a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, a triazinyl group, adibenzofuranyl group, and a dibenzothiophenyl group;

xd1 to xd3 may each independently be selected from 0, 1, 2, and 3; and

xb4 may be selected from 1, 2, 3, and 4.

The dopant may be included in the emission layer in an amount of, e.g.,about 0.01 to about 15 parts by weight, based on 100 parts by weight ofthe host.

A thickness of the emission layer may be in a range of about 100 Å toabout 1,000 Å, e.g., about 200 Å to about 600 Å. When the thickness ofthe emission layer is within this range, excellent light-emissioncharacteristics may be obtained without a substantial increase indriving voltage.

Then, an electron transport region may be disposed on the emissionlayer.

The electron transport region may include at least one selected from ahole blocking layer, an electron transport layer (ETL), and an electroninjection layer.

When the electron transport region includes a hole blocking layer, thehole blocking layer may be formed on the emission layer by using variousmethods, e.g., vacuum-deposition, spin coating, casting, LB method,ink-jet printing, laser-printing, or LITI. When the hole blocking layeris formed by vacuum-deposition or spin coating, deposition and coatingconditions for the hole blocking layer may be determined by referring tothe deposition and coating conditions for the hole injection layer.

The hole blocking layer may include, e.g., at least one selected fromBCP and Bphen.

A thickness of the hole blocking layer may be in a range of about 20 Åto about 1,000 Å, e.g., about 30 Å to about 300 Å. When the thickness ofthe hole blocking layer is within this range, excellent hole blockingcharacteristics may be obtained without a substantial increase indriving voltage.

The electron transport region may have a structure of electron transportlayer/electron injection layer or a structure of hole blockinglayer/electron transport layer/electron injection layer, wherein layersof each structure are sequentially stacked from the emission layer inthe stated order.

In an implementation, the organic layer 150 of the organiclight-emitting device may include an electron transport region betweenthe emission layer and the second electrode 190, wherein the electrontransport region may include an electron transport layer. The electrontransport layer may be a plurality of layers. In an implementation, theelectron transport region may include a first electron transport layerand a second electron transport layer.

The electron transport layer may include at least one selected from BCP,Bphen, Alq₃, BAlq, TAZ, and NTAZ.

In an implementation, the electron transport layer may include at leastone compound selected from a compound represented by Formula 601 and acompound represented by Formula 602 illustrated below.Arg₆₀₁-[(L₆₀₁)_(xe1)-E₆₀₁]_(xe2)  <Formula 601>

In an implementation, in Formula 601,

Ar₆₀₁ may be selected from:

a naphthalene, a heptalene, a fluorene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene, anaphthacene, a picene, a perylene, a pentaphene, and anindenoanthracene; and

a naphthalene, a heptalene, a fluorene, a spiro-fluorene, abenzofluorene, a dibenzofluorene, a phenalene, a phenanthrene, ananthracene, a fluoranthene, a triphenylene, a pyrene, a chrysene,naphthacene, a picene, a perylene, a pentaphene and an indenoanthracene,each substituted with at least one selected from a deuterium, —F, —Cl,—Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group,an amidino group, a hydrazine group, a hydrazone group, a carboxylicacid or a salt thereof, a sulfonic acid or a salt thereof, a phosphoricacid or a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₃-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₃-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₂-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, and —Si(Q₃₀₁)(Q₃₀₂)(Q₃₀₃); whereinQ₃₀₁ to Q₃₀₃ may be each independently selected from a hydrogen, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₆-C₆₀ aryl group, and aC₂-C₆₀ heteroaryl group;

The descriptions for L₆₀₁ may be the same as defined in connection withL₂₀₃ herein;

E₆₀₁ may be selected from:

a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and an imidazopyrimidinyl group; and

a pyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and an imidazopyrimidinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, acyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and an imidazopyrimidinyl group;

xe1 may be selected from 0, 1, 2, and 3; and

xe2 may be selected from 1, 2, 3, and 4.

In an implementation, in Formula 602,

X₆₁₁ may be N or C-(L₆₁₁)_(xe611)-R₆₁₁, X₆₁₂ may be N orC-(L₆₁₂)_(xe612)-R₆₁₂, X₆₁₃ may be N or C-(L₆₁₃)_(xe613)-R₆₁₃, and atleast one selected from X₆₁₁ to X₆₁₃ may be N;

L₆₁₁ to L₆₁₆ may be the same as defined in connection with L₂₀₃ providedherein;

R₆₁₁ to R₆₁₆ may each independently be selected from:

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group; and

a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and a triazinyl group;

xe611 to xe616 may each independently be selected from 0, 1, 2, and 3.

The compound represented by Formula 601 and the compound represented byFormula 602 may each be selected from Compounds ET1 to ET15 illustratedbelow.

A thickness of the electron transport layer may be in a range of about100 Å to about 1,000 Å, e.g., about 150 Å to about 500 Å. When thethickness of the electron transport layer is within this range,excellent electron transport characteristics may be obtained without asubstantial increase in driving voltage.

The electron transport layer may further include, e.g., ametal-containing material, in addition to the materials described above.

The metal-containing material may include, e.g., a Li complex. The Licomplex may include, e.g., Compound ET-D1 (lithium quinolate, LiQ) orET-D2.

The electron transport region may include an electron injection layerthat facilitates electron injection from the second electrode 190.

The electron injection layer may be formed on the electron transportlayer by using various methods, e.g., vacuum-deposition, spin coating,casting, LB method, ink-jet printing, laser-printing, or LITI. When theelectron injection layer is formed by vacuum-deposition or spin coating,vacuum-deposition and coating conditions for the electron injectionlayer may be determined by referring to the vacuum-deposition andcoating conditions for the hole injection layer.

The electron injection layer may include at least one selected from,LiF, NaCl, CsF, Li₂O, BaO, and LiQ.

A thickness of the electron injection layer may be in a range of about 1Å to about 100 Å, e.g., about 3 Å to about 90 Å. When the thickness ofthe electron injection layer is within this range, excellent electroninjection characteristics may be obtained without a substantial increasein driving voltage.

The second electrode 190 may be disposed on the organic layer 150. Thesecond electrode 190 may be a cathode that is an electron injectionelectrode. A material for forming the second electrode 190 may be amaterial having a low work function. Such a material may include metal,alloy, an electrically conductive compound, or a mixture thereof.Examples of the material for the second electrode 190 may includelithium (Li), magnesium (Mg), aluminum (Al), aluminum-lithium (Al—Li),calcium (Ca), magnesium-indium (Mg—In), or magnesium-silver (Mg—Ag). Inan implementation, the material for forming the second electrode 190 maybe ITO or IZO. The second electrode 190 may be a reflective electrode, asemi-transmissive electrode, or a transmissive electrode.

The organic layer of the organic light-emitting device according to anembodiment may be formed by, e.g., vacuum-depositing the compoundaccording to an embodiment or using wet method in which the compoundaccording to an embodiment is prepared in the form of solution, and thenthe solution of the compound is used for coating.

The organic light-emitting device according to an embodiment may beincluded in a variety type of flat panel display apparatuses, e.g., apassive matrix organic light-emitting display apparatus and an activematrix organic light-emitting display apparatus. For example, when theorganic light-emitting device is included in an active matrix organiclight-emitting display apparatus, a first electrode disposed on asubstrate may be a pixel electrode, and the first electrode may beelectrically connected to a source electrode or drain electrode of athin film transistor. In addition, the organic light-emitting device maybe included in a flat panel display apparatus that may display images onboth sides.

Hereinbefore, the organic light-emitting device has been described withreference to FIG. 1.

Hereinafter, definitions of substituents used herein will be presented(the number of carbon numbers used to restrict a substituent is notlimited, and does not limit properties of the substituent, and unlessdefined otherwise, the definition of the substituent is consistent witha general definition thereof).

A C₁-C₆₀ alkyl group used herein refers to a linear or branchedaliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, anddetailed examples thereof are a methyl group, an ethyl group, a propylgroup, an isobutyl group, a sec-butyl group, a tert-butyl group, apentyl group, an iso-amyl group, and a hexyl group. A C₁-C₆₀ alkylenegroup used herein refers to a divalent group having the same structureas the C₁-C₆₀ alkyl group.

A C₁-C₆₀ alkoxy group used herein refers to a monovalent grouprepresented by —OA₁₀₁ (wherein A₁₀₁ is the C₁-C₆₀ alkyl group), anddetailed examples thereof are a methoxy group, an ethoxy group, and anisopropyloxy group.

A C₂-C₆₀ alkenyl group used herein refers to a hydrocarbon group formedby substituting at least one carbon double bond in the middle or at theterminal of the C₂-C₆₀ alkyl group, and detailed examples thereof are anethenyl group, a propenyl group, and a butenyl group. A C₂-C₆₀alkenylene group used herein refers to a divalent group having the samestructure as a C₂-C₆₀ alkenyl group.

A C₂-C₆₀ alkynyl group used herein refers to a hydrocarbon group formedby substituting at least one carbon triple bond in the middle or at theterminal of the C₂-C₆₀ alkyl group, and detailed examples thereof are anethynyl group and a propynyl group. A C₂-C₆₀ alkynylene group usedherein refers to a divalent group having the same structure as a C₂-C₆₀alkynyl group.

A C₃-C₁₀ cycloalkyl group used herein refers to a monovalent monocyclicsaturated hydrocarbon group including 3 to 10 carbon atoms, and detailedexamples thereof are a cyclopropyl group, a cyclobutyl group, acyclopentyl group, a cyclohexyl group, and a cycloheptyl group. A C₃-C₁₀cycloalkylene group used herein refers to a divalent group having thesame structure as a C₃-C₁₀ cycloalkyl group.

A C₁-C₁₀ heterocycloalkyl group used herein refers to a monovalentmonocyclic group including at least one hetero atom selected from N, O,P, and S as a ring-forming atom and 1 to 10 carbon atoms, and detailedexamples thereof are a tetrahydrofuranyl group and atetrahydrothiophenyl group. A C₂-C₁₀ heterocycloalkylene group usedherein refers to a divalent group having the same structure as a C₂-C₁₀heterocycloalkyl group.

A C₃-C₁₀ cycloalkenyl group used herein refers to a monovalentmonocyclic group including 3 to 10 carbon atoms and at least one doublebond in the ring thereof and does not have aromaticity, and detailedexamples thereof are a cyclopentenyl group, a cyclohexenyl group, and acycloheptenyl group. A C₃-C₁₀ cycloalkenylene group used herein refersto a divalent group having the same structure as a C₃-C₁₀ cycloalkenylgroup.

A C₂-C₁₀ heterocycloalkenyl group used herein refers to a monovalentmonocyclic group including at least one hetero atom selected from N, O,P, and S as a ring-forming atom, 2 to 10 carbon atoms, and at least onedouble bond in its ring. Detailed examples of the C₂-C₁₀heterocycloalkenyl group are a 2,3-hydrofuranyl group and a2,3-hydrothiophenyl group. A C₂-C₁₀ heterocycloalkenylene group usedherein refers to a divalent group having the same structure as a C₂-C₁₀heterocycloalkenyl group.

A C₆-C₆₀ aryl group used herein refers to a monovalent group including acarbocyclic aromatic system having 6 to 60 carbon atoms, and a C₆-C₆₀arylene group used herein refers to a divalent group including acarbocyclic aromatic system having 6 to 60 carbon atoms. Detailedexamples of the C₆-C₆₀ aryl group are a phenyl group, a naphthyl group,an anthracenyl group, a phenanthrenyl group, a pyrenyl group, and achrysenyl group. When the C₆-C₆₀ aryl group and the C₆-C₆₀ arylene groupeach include a plurality of rings, the plurality of rings may be fusedto each other.

A C₁-C₆₀ heteroaryl group used herein refers to a monovalent grouphaving a carbocyclic aromatic system having at least one hetero atomselected from N, O, P, and S as a ring-forming atom and 2 to 60 carbonatoms. A C₁-C₆₀ heteroarylene group used herein refers to a divalentgroup having a carbocyclic aromatic system having at least one heteroatom selected from N, O, P, and S as a ring-forming atom and 2 to 60carbon atoms. Detailed examples of the C₁-C₆₀ heteroaryl group are apyridinyl group, a pyrimidinyl group, a pyrazinyl group, a pyridazinylgroup, a triazinyl group, a quinolinyl group, and an isoquinolinylgroup. When the C₁-C₆₀ heteroaryl group and the C₁-C₆₀ heteroarylenegroup each include a plurality of rings, the plurality of rings may befused to each other.

A C₆-C₆₀ aryloxy group used herein indicates —OA₁₀₂ (wherein A₁₀₂ is theC₆-C₆₀ aryl group), and a C₆-C₆₀ arylthio group used herein indicates—SA₁₀₃ (wherein A₁₀₃ is the C₆-C₆₀ aryl group).

A monovalent non-aromatic condensed polycyclic group used herein refersto a monovalent group (for example, having 8 to 60 carbon atoms) thathas two or more rings condensed to each other, only carbon atoms as aring forming atoms, wherein the molecular structure as a whole isnon-aromatic in the entire molecular structure. A detailed example ofthe monovalent non-aromatic condensed polycyclic group is a fluorenylgroup. A divalent non-aromatic condensed polycyclic group used hereinrefers to a divalent group having the same structure as the monovalentnon-aromatic condensed polycyclic group.

A monovalent non-aromatic condensed heteropolycyclic group used hereinrefers to a monovalent group (for example, having 2 to 60 carbon atoms)that has two or more rings condensed to each other, has a hetero atomselected from N, O, P, and S, other than carbon atoms, as a ring formingatoms, wherein the molecular structure as a whole is non-aromatic in theentire molecular structure. The monovalent non-aromatic condensedheteropolycyclic group includes a carbazolyl group. A divalentnon-aromatic condensed hetero-polycyclic group used herein refers to adivalent group having the same structure as the monovalent non-aromaticcondensed hetero-polycyclic group.

Herein, at least one substituent of the substituted C₃-C₁₀ cycloalkylenegroup, substituted C₂-C₁₀ heterocycloalkylene group, substituted C₃-C₁₀cycloalkenylene group, substituted C₂-C₁₀ heterocycloalkenylene group,substituted C₆-C₆₀ arylene group, substituted C₁-C₆₀ heteroarylenegroup, substituted divalent non-aromatic condensed polycyclic group,substituted divalent non-aromatic condensed heteropolycyclic group,substituted C₁-C₆₀ alkyl group, substituted C₂-C₆₀ alkenyl group,substituted C₂-C₆₀ alkynyl group, substituted C₁-C₆₀ alkoxy group,substituted C₃-C₁₀ cycloalkyl group, substituted C₂-C₁₀ heterocycloalkylgroup, substituted C₃-C₁₀ cycloalkenyl group, substituted C₂-C₁₀heterocycloalkenyl group, substituted C₆-C₆₀ aryl group, substitutedC₆-C₆₀ aryloxy group, substituted C₆-C₆₀ arylthio group, substitutedC₁-C₆₀ heteroaryl group, substituted monovalent non-aromatic condensedpolycyclic group, and substituted monovalent non-aromatic condensedheteropolycyclic group may be selected from

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a C₃-C₁₀ cycloalkylgroup, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₂-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and—B(Q₁₆)(Q₁₇);

a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group;

a C₃-C₁₀ cycloalkyl group, a C₁-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₁-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₂-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₂-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₂₁)(Q₂₂), —Si(Q₂₃)(Q₂₄)(Q₂₅), and—B(Q₂₆)(Q₂₇); and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇);

wherein Q₁ to Q₇, Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ may be eachindependently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynylgroup, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, and amonovalent non-aromatic condensed heteropolycyclic group.

In some embodiments, at least one substitutent of the substituted C₃-C₁₀cycloalkylene group, substituted C₂-C₁₀ heterocycloalkylene group,substituted C₃-C₁₀ cycloalkenylene group, substituted C₂-C₁₀heterocycloalkenylene group, substituted C₆-C₆₀ arylene group,substituted C₁-C₆₀ heteroarylene group, substituted divalentnon-aromatic condensed polycyclic group, substituted divalentnon-aromatic condensed heteropolycyclic group, substituted C₁-C₆₀ alkylgroup, substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ alkynylgroup, substituted C₁-C₆₀ alkoxy group, substituted C₃-C₁₀ cycloalkylgroup, substituted C₂-C₁₀ heterocycloalkyl group, substituted C₃-C₁₀cycloalkenyl group, substituted C₂-C₁₀ heterocycloalkenyl group,substituted C₆-C₆₀ aryl group, substituted C₆-C₆₀ aryloxy group,substituted C₆-C₆₀ arylthio group, substituted C₁-C₆₀ heteroaryl group,substituted monovalent non-aromatic condensed polycyclic group, andsubstituted monovalent non-aromatic condensed heteropolycyclic group maybe selected from

a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₆₀ alkyl group, aC₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, and a C₁-C₆₀ alkoxy group;

a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₆₀ alkoxy group, each substituted with at least one selected froma deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a pentalenyl group, an indenylgroup, a naphthyl group, an azulenyl group, a heptalenyl group, anindacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenalenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a naphthacenyl group, a picenyl group, a perylenyl group, apentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenylgroup, a coronenyl group, an ovalenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, —N(Q₁₁)(Q₁₂),—Si(Q₁₃)(Q₁₄)(Q₁₅), and —B(Q₁₆)(Q₁₇);

a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and an imidazopyrimidinyl group;

a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, acyclopentenyl group, a cyclohexenyl group, a phenyl group, a pentalenylgroup, an indenyl group, a naphthyl group, an azulenyl group, aheptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenalenyl group, a phenanthrenyl group, ananthracenyl group, a fluoranthenyl group, a triphenylenyl group, apyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group,a perylenyl group, a pentaphenyl group, a hexacenyl group, a pentacenylgroup, a rubicenyl group, a coronenyl group, an ovalenyl group, apyrrolyl group, a thiophenyl group, a furanyl group, an imidazolylgroup, a pyrazolyl group, a thiazolyl group, an isothiazolyl group, anoxazolyl group, an isoxazolyl group, a pyridinyl group, a pyrazinylgroup, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, anindolyl group, an indazolyl group, a purinyl group, a quinolinyl group,an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, anaphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, acinnolinyl group, a carbazolyl group, a phenanthridinyl group, anacridinyl group, a phenanthrolinyl group, a phenazinyl group, abenzoimidazolyl group, a benzofuranyl group, a benzothiophenyl group, anisobenzothiazolyl group, a benzoxazolyl group, an isobenzoxazolyl group,a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinylgroup, a dibenzofuranyl group, a dibenzothiophenyl group, abenzocarbazolyl group, a dibenzocarbazolyl group, a thiadiazolyl group,an imidazopyridinyl group, and an imidazopyrimidinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a cyclopentyl group, acyclohexyl group, a cycloheptyl group, a cyclopentenyl group, acyclohexenyl group, a phenyl group, a pentalenyl group, an indenylgroup, a naphthyl group, an azulenyl group, a heptalenyl group, anindacenyl group, an acenaphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenalenyl group, a phenanthrenyl group, an anthracenyl group, afluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenylgroup, a naphthacenyl group, a picenyl group, a perylenyl group, apentaphenyl group, a hexacenyl group, a pentacenyl group, a rubicenylgroup, a coronenyl group, an ovalenyl group, a pyrrolyl group, athiophenyl group, a furanyl group, an imidazolyl group, a pyrazolylgroup, a thiazolyl group, an isothiazolyl group, an oxazolyl group, anisoxazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, an isoindolyl group, an indolyl group, anindazolyl group, a purinyl group, a quinolinyl group, an isoquinolinylgroup, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinylgroup, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, acarbazolyl group, a phenanthridinyl group, an acridinyl group, aphenanthrolinyl group, a phenazinyl group, a benzoimidazolyl group, abenzofuranyl group, a benzothiophenyl group, an isobenzothiazolyl group,a benzoxazolyl group, an isobenzoxazolyl group, a triazolyl group, atetrazolyl group, an oxadiazolyl group, a triazinyl group, adibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolylgroup, a dibenzocarbazolyl group, a thiadiazolyl group, animidazopyridinyl group, an imidazopyrimidinyl group, —N(Q₂₁)(Q₂₂),—Si(Q₂₃)(Q₂₄)(Q₂₅), and —B(Q₂₆)(Q₂₇); and

—N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇);

-   -   wherein Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ may be each        independently selected from a hydrogen, a deuterium, —F, —Cl,        —Br, —I, a hydroxyl group, a cyano group, a nitro group, an        amino group, an amidino group, a hydrazine group, a hydrazone        group, a carboxylic acid or a salt thereof, a sulfonic acid or a        salt thereof, a phosphoric acid or a salt thereof, a C₁-C₆₀        alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, a        C₁-C₆₀ alkoxy group, a cyclopentyl group, a cyclohexyl group, a        cycloheptyl group, a cyclopentenyl group, a cyclohexenyl group,        a phenyl group, a pentalenyl group, an indenyl group, a naphthyl        group, an azulenyl group, a heptalenyl group, an indacenyl        group, an acenaphthyl group, a fluorenyl group, a        spiro-fluorenyl group, a benzofluorenyl group, a        dibenzofluorenyl group, a phenalenyl group, a phenanthrenyl        group, an anthracenyl group, a fluoranthenyl group, a        triphenylenyl group, a pyrenyl group, a chrysenyl group, a        naphthacenyl group, a picenyl group, a perylenyl group, a        pentaphenyl group, a hexacenyl group, a pentacenyl group, a        rubicenyl group, a coronenyl group, an ovalenyl group, a        pyrrolyl group, a thiophenyl group, a furanyl group, an        imidazolyl group, a pyrazolyl group, a thiazolyl group, an        isothiazolyl group, an oxazolyl group, an isoxazolyl group, a        pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a        pyridazinyl group, an isoindolyl group, an indolyl group, an        indazolyl group, a purinyl group, a quinolinyl group, an        isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl        group, a naphthyridinyl group, a quinoxalinyl group, a        quinazolinyl group, a cinnolinyl group, a carbazolyl group, a        phenanthridinyl group, an acridinyl group, a phenanthrolinyl        group, a phenazinyl group, a benzoimidazolyl group, a        benzofuranyl group, a benzothiophenyl group, an        isobenzothiazolyl group, a benzoxazolyl group, an        isobenzoxazolyl group, a triazolyl group, a tetrazolyl group, an        oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a        dibenzothiophenyl group, a benzocarbazolyl group, a        dibenzocarbazolyl group, a thiadiazolyl group, an        imidazopyridinyl group, and an imidazopyrimidinyl group.

“Ph” used herein refers to a phenyl group, “Me” refers to a methylgroup, “Et” refers to an ethyl group, and “ter-Bu” or “Bu^(t)” refers toa tert-butyl group.

Hereinafter, an organic light-emitting device according to an embodimentwill be described in detail with reference to Examples.

The following Examples and Comparative Examples are provided in order tohighlight characteristics of one or more embodiments, but it will beunderstood that the Examples and Comparative Examples are not to beconstrued as limiting the scope of the embodiments, nor are theComparative Examples to be construed as being outside the scope of theembodiments. Further, it will be understood that the embodiments are notlimited to the particular details described in the Examples andComparative Examples.

SYNTHESIS EXAMPLE Synthesis Example 1: Synthesis of Compound 2

Synthesis of Intermediate I-1

8.0 g (50 mmol) of 2,3-dihydroxynaphthalene and 16.2 mL (250 mmol) ofmethanesulfonic acid were dissolved in 200 mL of o-xylene, and then werestirred at 130° C. for 24 hours. The result was allowed to come toambient temperature, a sodium bicarbonate solution was added thereto,and an organic layer was extracted therefrom three times by using 60 mLof chloroform. The organic layer which had been extracted was dried byusing magnesium sulfate (MgSO₄), and a solvent was removed therefrom byevaporation. The residue was separated and purified through a silica gelchromatography to obtain 2.35 g of Intermediate I-1 (yield: 33%). Theobtained compound was identified by liquid chromatography-massspectrometry (LC-MS). C₂₀H₁₂O₂: M+1 285.1

Synthesis of Intermediate I-2

2.35 g (8.3 mmol) of Intermediate I-1 was dissolved in 20 mL of tolueneand 20 mL of 30% potassium phosphate, and then 2.82 g (10.0 mmol) oftrifluoromethanesulfonic anhydride were slowly added dropwise thereto at0° C. The result was allowed to come to ambient temperature and wasstirred for three hours, and then an organic layer was extractedtherefrom three times by using 30 mL of water and 30 mL of ethyl ether.The organic layer which had been extracted was dried by using MgSO₄, anda solvent was removed therefrom by evaporation. The residue wasseparated and purified through a silica gel chromatography to obtain2.80 g of Intermediate I-2 (yield: 81%). The obtained compound wasidentified by LC-MS. C₂₁H₁₁F₃O₄S: M+1 417.0

Synthesis of Intermediate I-3

2.80 g (6.72 mmol) of Intermediate I-2, 1.71 g (6.72 mmol) ofbis(pinacolato)diborane, 0.24 g (0.34 mmol) of[1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II)(hereinafter, referred to as PdCl₂(dppf)₂), and 1.98 g (20.2 mmol) ofpotassium acetate (KOAc) were dissolved in 40 mL of dimethylsulfoxide(DMSO), and then was stirred at 80° C. for 6 hours. After allowing theresult to come to ambient temperature, an organic layer was extractedtherefrom three times by using 40 mL of water and 40 mL of diethylether. The organic layer which had been extracted was dried by usingMgSO₄, and a solvent was removed therefrom by evaporation. The residuewas separated and purified through a silica gel chromatography to obtain1.99 g of Intermediate I-3 (yield: 75%). The obtained compound wasidentified by LC-MS. C₂₆H₂₃BO₃: M+1 395.2

Synthesis of Compound 2

1.99 g (5.05 mmol) of Intermediate I-3, 0.69 g (2.40 mmol) of1,4-dibromonaphthalene, 0.29 g (0.25 mmol) of Pd(PPh₃)₄, and 2.10 g(15.2 mmol) of K₂CO₃ were dissolved in 60 mL of tetrahydrofuran(THF)/H₂O (a volume ratio: 2:1) mixed solution, and was stirred at 80°C. for twelve hours. The result was allowed to come to ambienttemperature, and then an organic layer was extracted therefrom threetimes by using 30 mL of water and 30 mL of ethyl acetate. The organiclayer which had been extracted was dried by using MgSO₄, and a solventwas removed therefrom by evaporation. The residue was separated andpurified through a silica gel chromatography to obtain 1.21 g ofCompound 2 (yield: 76%). The obtained compound was identified by massspectroscopy/fast atom bombardment (MS/FAB) and ¹H NMR. C₅₀H₂₈O₂ cal.660.21. found 660.19.

¹H NMR (CDCl₃, 400 MHz) δ 8.93 (d, 2H), 8.51 (s, 2H), 8.32 (s, 2H), 8.11(s, 2H), 8.07 (dd, 2H), 8.00-7.94 (m, 6H), 7.84-7.79 (m, 4H), 7.60 (dt,2H), 7.47-7.37 (m, 4H), 7.10-7.04 (m, 2H)

Synthesis Example 2: Synthesis of Compound 3

Compound 3 was obtained in the same manner as in Synthesis of Compound 2except that 9,10-dibromoanthracene was used instead of1,4-dibromonaphthalene (yield: 78%). The obtained compound wasidentified by MS/FAB and ¹H NMR. C₅₄H₃₀O₂ cal. 710.22. found 710.23.

¹H NMR (CDCl₃, 400 MHz) δ 8.99 (d, 2H), 8.51 (s, 2H), 8.43 (s, 2H), 8.14(s, 2H), 8.06 (d, 2H), 8.01-7.91 (m, 8H), 7.82 (dt, 2H), 7.62-7.50 (m,6H), 7.47-7.369 (m, 4H)

Synthesis Example 3: Synthesis of Compound 8

Compound 8 was obtained in the same manner as in Synthesis of Compound 2except that 4,4′-dibromobiphenyl was used instead of1,4-dibromonaphthalene (yield: 75%). The obtained compound wasidentified by MS/FAB and ¹H NMR. C₅₂H₃₀O₂ cal. 686.22. found 686.19.

¹H NMR (CDCl₃, 400 MHz) δ 8.85 (d, 2H), 8.54 (s, 2H), 8.21 (s, 2H),8.10-8.06 (m, 4H), 7.98-7.88 (m, 8H), 7.84-7.77 (m, 6H), 7.60 (dt, 2H),7.47-7.38 (m, 4H)

Synthesis Example 4: Synthesis of Compound 11

Compound 11 was obtained in the same manner as in Synthesis of Compound2 except that 2,7-dibromo-9,9-dimethyl-9H-fluorene was used instead of1,4-dibromonaphthalene (yield: 72%). The obtained compound wasidentified by MS/FAB and ¹H NMR. C₅₅H₃₄O₂ cal. 726.26. found 726.25.

¹H NMR (CDCl₃, 400 MHz) δ 8.83 (d, 2H), 8.52 (s, 2H), 8.15 (s, 2H),8.10-8.04 (m, 4H), 7.99-7.93 (m, 4H), 7.84-7.78 (m, 4H), 7.66 (s, 2H),7.62-7.55 (m, 4H), 7.42-7.33 (m, 4H), 1.63 (s, 6H)

Synthesis Example 5: Synthesis of Compound 12

Compound 12 was obtained in the same manner as in Synthesis of Compound2 except that 4,6-dibromodibenzo[b,d]furan was used instead of1,4-dibromonaphthalene (yield: 65%). The obtained compound wasidentified by MS/FAB and ¹H NMR. C₅₂H₂₈O₃ cal. 700.20. found 700.18.

¹H NMR (CDCl₃, 400 MHz) δ 8.91 (d, 2H), 8.50 (s, 2H), 8.29 (s, 2H),8.11-8.02 (m, 6H), 7.99-7.92 (m, 4H), 7.89 (d, 2H), 7.82 (dt, 2H),7.62-7.56 (m, 2H), 7.46-7.36 (m, 6H)

Synthesis Example 6: Synthesis of Compound 15

Compound 15 was obtained in the same manner as in Synthesis of Compound2 except that 5,9-dibromo-7,7-dimethyl-7H-benzo[c]fluorine was usedinstead of 1,4-dibromonaphthalene (yield: 62%). The obtained compoundwas identified by MS/FAB and ¹H NMR. C₅₉H₃₆O₂ cal. 776.27. found 776.24.

¹H NMR (CDCl₃, 400 MHz) δ 8.91 (d, 1H), 8.85 (d, 1H), 8.52 (s, 1H), 8.49(s, 1H), 8.26 (s, 1H), 8.15-8.86 (m, 5H), 8.01-7.94 (m, 5H), 7.84-7.80(m, 3H), 7.65-7.57 (m, 5H), 7.48-7.38 (m, 4H), 7.22-7.09 (m, 3H), 1.64(s, 6H)

Synthesis Example 7: Synthesis of Compound 19

Compound 19 was obtained in the same manner as in Synthesis of Compound2 except that 3,6-dibromo-9-phenyl-9H-carbazole was used instead of1,4-dibromonaphthalene (yield: 78%). The obtained compound wasidentified by MS/FAB and ¹H NMR. C₅₈H₃₃O₂ cal. 775.25. found 775.27.

¹H NMR (CDCl₃, 400 MHz) δ 8.84 (d, 2H), 8.54 (s, 2H), 8.31 (s, 2H), 8.20(d, 2H), 8.08-8.06 (m, 4H), 8.02-7.95 (m, 4H), 7.86-7.80 (m, 4H), 7.72(d, 2H), 7.62-7.39 (m, 10H), 7.34-7.27 (m, 1H)

Synthesis Example 8: Synthesis of Compound 26

Compound 26 was obtained in the same manner as in Synthesis of Compound2 except that 3,9-dibromobenzo[kl]xanthene was used instead of1,4-dibromonaphthalene (yield: 67%). The obtained compound wasidentified by MS/FAB and ¹H NMR. C₅₆H₃₀O₃ cal. 750.22. found 750.20.

¹H NMR (CDCl₃, 400 MHz) δ 8.92 (d, 1H), 8.85 (d, 1H), 8.54 (s, 1H), 8351(s, 1H), 8.42 (d, 1H), 8.29-8.25 (m, 2H), 8.17-8.06 (m, 5H), 8.00-7.93(m, 5H), 7.84-7.79 (m, 2H), 7.61-7.55 (m, 5H), 7.48-7.38 (m, 4H), 7.33(s, 1H), 7.15-7.10 (m, 1H)

Synthesis Example 9: Synthesis of Compound 28

Compound 28 was obtained in the same manner as in Synthesis of Compound2 except that 3,9-dibromo-7,7-dimethyl-7H-benzo[de]anthracene was usedinstead of 1,4-dibromonaphthalene (yield: 66%). The obtained compoundwas identified by MS/FAB and ¹H NMR. C₅₉H₃₆O₂ cal. 776.27. found 776.24.

¹H NMR (CDCl₃, 400 MHz) δ 8.93 (d, 1H), 8.86 (d, 1H), 8.52 (s, 1H), 8.49(s, 1H), 8.34-8.28 (m, 2H), 8.14-8.03 (m, 7H), 7.99-7.94 (m, 4H),7.90-7.80 (m, 3H), 7.65-7.53 (m, 4H), 7.47-7.37 (m, 5H), 7.28 (t, 1H),1.61 (s, 6H)

Synthesis Example 10: Synthesis of Compound 30

Compound 30 was obtained in the same manner as in Synthesis of Compound2 except that 1,6-dibromopyrene was used instead of1,4-dibromonaphthalene (yield: 67%). The obtained compound wasidentified by MS/FAB and ¹H NMR. C₅₆H₃₀O₂ cal. 734.22. found 734.21.

¹H NMR (CDCl₃, 400 MHz) δ 8.91 (d, 2H), 8.58 (d, 2H), 8.51-8.48 (m, 4H),8.33 (s, 2H), 8.25 (d, 2H), 8.11-8.04 (m, 6H), 7.99-7.93 (m, 4H), 7.82(dt, 2H), 7.60 (dt, 2H), 7.47-7.36 (m, 4H)

Synthesis Example 11: Synthesis of Compound 31

Compound 31 was obtained in the same manner as in Synthesis of Compound2 except that 6,12-dibromochrysene was used instead of1,4-dibromonaphthalene (yield: 74%). The obtained compound wasidentified by MS/FAB and ¹H NMR. C₅₈H₃₂O₂ cal. 760.24. found 760.21.

¹H NMR (CDCl₃, 400 MHz) δ 9.36 (s, 2H), 8.92 (d, 2H), 8.86 (d, 2H), 8.51(s, 2H), 8.34 (s, 2H), 8.11-8.04 (m, 4H), 8.02-7.94 (m, 6H), 7.84-7.79(m, 2H), 7.69-7.56 (m, 4H), 7.47-7.38 (m, 6H)

Synthesis Example 12: Synthesis of Compound 42

Compound 42 was obtained in the same manner as in Synthesis of Compound2 except that 9-(4-bromophenyl)-10-(naphthalen-1-yl)anthracene was usedinstead of 1,4-dibromonaphthalene (yield: 83%). The obtained compoundwas identified by MS/FAB and ¹H NMR. C₅₀H₃₀O cal. 646.23. found 646.21.

¹H NMR (CDCl₃, 400 MHz) δ 8.85 (d, 1H), 8.54 (s, 1H), 8.21 (s, 1H),8.09-8.05 (m, 2H), 8.00-7.93 (m, 2H), 7.86-7.80 (m, 6H), 7.74-7.56 (m,8H), 7.47-7.27 (m, 8H), 7.03 (t, 1H)

Synthesis Example 13: Synthesis of Compound 50

Compound 50 was obtained in the same manner as in Synthesis of Compound2 except that 2-bromo-5-(10-(naphthalen-1-yl)anthracen-9-yl)pyridine wasused instead of 1,4-dibromonaphthalene (yield: 82%). The obtainedcompound was identified by MS/FAB and ¹H NMR. C₄₉H₂₉NO cal. 647.22.found 647.19.

¹H NMR (CDCl₃, 400 MHz) δ 9.17 (s, 1H), 8.94 (d, 1H), 8.79 (s, 1H), 8.51(s, 1H), 8.18-8.03 (m, 4H), 7.97-7.80 (m, 8H), 7.76-7.56 (m, 4H),7.53-7.26 (m, 8H), 7.04 (t, 1H)

Synthesis Example 14: Synthesis of Compound 58

Compound 58 was obtained in the same manner as in Synthesis of Compound2 except that 1,3,5-tribromobenzene was used instead of1,4-dibromonaphthalene (yield: 52%). The obtained compound wasidentified by MS/FAB and ¹H NMR. C₆₆H₃₆O₃ cal. 876.27. found 876.25.

¹H NMR (CDCl₃, 400 MHz) δ 8.86 (d, 3H), 8.54 (s, 3H), 8.29 (s, 3H),8.08-7.95 (m, 15H), 7.82 (dt, 3H), 7.60 (dt, 3H), 7.47-7.38 (m, 6H)

Synthesis Example 15: Synthesis of Compound 59

Compound 59 was obtained in the same manner as in Synthesis of Compound2 except that 2,4,6-trichloro-1,3,5-triazine was used instead of1,4-dibromonaphthalene (yield: 61%). The obtained compound wasidentified by MS/FAB and ¹H NMR. C₆₃H₃₃N3O₃ cal. 879.25. found 879.23.

¹H NMR (CDCl₃, 400 MHz) δ 9.34 (s, 3H), 9.08 (d, 3H), 8.49 (s, 3H),8.20-8.05 (m, 9H), 7.98 (d, 3H), 7.85-7.80 (m, 3H), 7.62-7.52 (m, 6H),7.43-7.37 (m, 3H)

Synthesis Example 16: Synthesis of Compound 65

Compound 65 was obtained in the same manner as in Synthesis of Compound2 except that 4,4″-dibromo-5′-(4-bromophenyl)-1,1′:3′,1″-terphenyl wasused instead of 1,4-dibromonaphthalene (yield: 58%). The obtainedcompound was identified by MS/FAB and ¹H NMR. C₈₄H₄₈O₃ cal. 1104.36.found 1104.34.

¹H NMR (CDCl₃, 400 MHz) δ 8.84 (d, 3H), 8.56 (s, 3H), 8.20 (s, 3H),8.12-8.04 (m, 6H), 7.98-7.72 (m, 6H), 7.91-7.76 (m, 15H), 7.73 (s, 3H),7.60 (dt, 3H), 7.47-7.38 (m, 6H)

Synthesis Example 17: Synthesis of Compound 67

Compound 67 was obtained in the same manner as in Synthesis of Compound2 except that 2,4,6-tris(4-bromophenyl)-1,3,5-triazine was used insteadof 1,4-dibromonaphthalene (yield: 59%). The obtained compound wasidentified by MS/FAB and ¹H NMR. C₈₁H₄₅N₃O₃ cal. 1107.35. found 1107.31.

¹H NMR (CDCl₃, 400 MHz) δ 8.84 (d, 3H), 8.54-8.47 (m, 9H), 8.26-8.21 (m,9H), 8.08-80.4 (m, 6H), 7.97-7.92 (m, 6H), 7.82 (dt, 3H), 7.59 (dt, 3H),7.47-7.38 (m, 6H)

Example 1

A Corning 15 Ω/cm² (1,200 Å) ITO glass substrate was cut to a size of 50mm×50 mm×0.7 mm, and then, sonicated by using isopropyl alcohol and purewater for 5 minutes respectively, and cleaned by exposure to ultravioletrays with ozone so as to use the glass substrate as an anode. Then, theglass substrate was mounted to a vacuum-deposition apparatus.

2-TNATA was vacuum-deposited on the glass substrate to form a holeinjection layer having a thickness of about 600 Å. Thereafter,4,4′-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (NPB) as a holetransporting compound was vacuum-deposited on the hole injection layerto form a hole transport layer having a thickness of about 300 Å.

Then, Compound 2 (as a host) andN,N,N′,N′-tetraphenyl-pyrene-1,6-diamine (TPD) as a blue fluorescentdopant were co-deposited on the hole transport layer at a weight ratioof about 98:2 to form an emission layer having a thickness of about 300Å.

Afterwards, Alq₃ was vacuum-deposited on the emission layer to form anelectron transport layer having a thickness of about 300 Å, and then,LiF, which is an alkali metal halide, was vacuum-deposited on theelectron transport layer to form an electron injection layer having athickness of about 10 Å. Aluminum (Al) was vacuum-deposited on theelectron injection layer to form a cathode having a thickness of about3,000 Å, thereby forming a LiF/Al electrode to complete the manufactureof an organic light-emitting device.

Examples 2 to 17

Organic light-emitting devices were manufactured in the same manner asin Example 1 except that various ones of Compounds 3 to 67 (as shown inTable 1, below) were-used instead of Compound 2 to form an emissionlayer.

Comparative Example 1

An organic light-emitting device was manufactured in the same manner asin Example 1 except that in forming the emission layer,9,10-di-naphthalene-2-yl-anthracene (ADN) was used as a blue fluorescenthost (instead of Compound 2).

The results of Examples 1 to 17 and Comparative Example 1 are shown inthe following Table 1.

TABLE 1 Driving Current Emission voltage density Luminance EfficiencyEmission Half-life (hr layer (V) (mA/cm²) (cd/m²) (cd/A) color @100mA/cm²) Example 1 Compound 2 6.58 50 3190 6.38 blue 367 Example 2Compound 3 6.36 50 3235 6.47 blue 338 Example 3 Compound 8 6.56 50 31706.34 blue 351 Example 4 Compound 11 6.54 50 3210 6.42 blue 319 Example 5Compound 12 6.47 50 3220 6.44 blue 342 Example 6 Compound 15 6.53 503255 6.51 blue 348 Example 7 Compound 19 6.47 50 3115 6.23 blue 318Example 8 Compound 26 6.49 50 3225 6.45 blue 364 Example 9 Compound 286.50 50 3240 6.48 blue 352 Example 10 Compound 30 6.46 50 3290 6.58 blue378 Example 11 Compound 31 6.52 50 3270 6.54 blue 369 Example 12Compound 42 6.34 50 3330 6.66 blue 389 Example 13 Compound 50 6.16 502985 5.97 blue 286 Example 14 Compound 58 6.38 50 3220 6.44 blue 346Example 15 Compound 59 6.13 50 2930 5.86 blue 297 Example 16 Compound 656.49 50 3235 6.47 blue 351 Example 17 Compound 67 6.34 50 2940 5.88 blue301 Comparative ADN 7.01 50 2645 5.29 blue 258 Example 1

Referring to Table 1, the organic light-emitting device of Examples 1 to17 exhibited excellent emission properties, compared to the organiclight-emitting device prepared in Comparative Example 1.

As described above, according to the one or more of the above exemplaryembodiments, the organic light-emitting device may have a low drivingvoltage, high current efficiency, and an improved luminance half-life.

Example embodiments have been disclosed herein, and although specificterms are employed, they are used and are to be interpreted in a genericand descriptive sense only and not for purpose of limitation. In someinstances, as would be apparent to one of ordinary skill in the art asof the filing of the present application, features, characteristics,and/or elements described in connection with a particular embodiment maybe used singly or in combination with features, characteristics, and/orelements described in connection with other embodiments unless otherwisespecifically indicated. Accordingly, it will be understood by those ofskill in the art that various changes in form and details may be madewithout departing from the spirit and scope of the present invention asset forth in the following claims.

What is claimed is:
 1. A compound represented by the following Formula1:

wherein in Formula 1, R₁ to R₁₁ are each independently selected from ahydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, asubstituted or unsubstituted C₁-C₆₀ alkyl group, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₁-C₆₀heteroaryl group, a substituted or unsubstituted monovalent non-aromaticcondensed polycyclic group, and a substituted or unsubstitutedmonovalent non-aromatic condensed heteropolycyclic group; Ar and X areeach independently selected from a single bond, a substituted orunsubstituted C₁-C₆₀ alkyl group, a substituted or unsubstituted C₂-C₆₀alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl group, asubstituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkyl group, a substituted orunsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₁-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group,a substituted or unsubstituted C₃-C₁₀ cycloalkylene group, a substitutedor unsubstituted C₂-C₁₀ heterocycloalkylene group, a substituted orunsubstituted C₃-C₁₀ cycloalkenylene group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkenylene group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group; nis an integer selected from 1 to 4; m is an integer selected from 0 to2; at least one substituent of the substituted C₁-C₆₀ alkyl group,substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ alkynyl group,substituted C₃-C₁₀ cycloalkyl group, substituted C₂-C₁₀ heterocycloalkylgroup, substituted C₃-C₁₀ cycloalkenyl group, substituted C₂-C₁₀heterocycloalkenyl group, substituted C₆-C₁₀ aryl group, substitutedC₆-C₆₀ aryloxy group, substituted C₆-C₆₀ arylthio group, substitutedC₂-C₆₀ heteroaryl group, substituted monovalent non-aromatic condensedpolycyclic group, substituted monovalent non-aromatic condensedheteropolycyclic group, substituted C₃-C₁₀ cycloalkylene group,substituted C₂-C₁₀ heterocycloalkylene group, substituted C₃-C₁₀cycloalkenylene group, substituted C₂-C₁₀ heterocycloalkenylene group,substituted C₆-C₆₀ arylene group, substituted C₁-C₆₀ heteroarylenegroup, substituted divalent non-aromatic condensed polycyclic group, andsubstituted divalent non-aromatic condensed heteropolycyclic group isselected from: a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyanogroup, a nitro group, an amino group, an amidino group, a hydrazinegroup, a hydrazone group, a carboxylic acid or a salt thereof, asulfonic acid or a salt thereof, a phosphoric acid or a salt thereof, aC₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, and a C₂-C₆₀ alkynyl group;a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group,and a C₁-C₆₀ alkoxy group, each substituted with at least one selectedfrom a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, anitro group, an amino group, an amidino group, a hydrazine group, ahydrazone group, a carboxylic acid or a salt thereof, a sulfonic acid ora salt thereof, a phosphoric acid or a salt thereof, a C₃-C₁₀ cycloalkylgroup, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, aC₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxygroup, a C₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₁₁)(Q₁₂), —Si(Q₁₃)(Q₁₄)(Q₁₅), and—B(Q₁₆)(Q₁₇); a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkylgroup, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, aC₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, aC₁-C₆₀ heteroaryl group, a monovalent non-aromatic condensed polycyclicgroup, and a monovalent non-aromatic condensed heteropolycyclic group; aC₃-C₁₀ cycloalkyl group, a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀cycloalkenyl group, a C₂-C₁₀ heterocycloalkenyl group, a C₆-C₆₀ arylgroup, a C₆-C₆₀ aryloxy group, a C₆-C₆₀ arylthio group, a C₁-C₆₀heteroaryl group, a monovalent non-aromatic condensed polycyclic group,and a monovalent non-aromatic condensed heteropolycyclic group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, aC₂-C₆₀ alkynyl group, a C₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group,a C₂-C₁₀ heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₂-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₆-C₆₀ aryloxy group, aC₆-C₆₀ arylthio group, a C₁-C₆₀ heteroaryl group, a monovalentnon-aromatic condensed polycyclic group, a monovalent non-aromaticcondensed heteropolycyclic group, —N(Q₂₁)(Q₂₂), —Si(Q₂₃)(Q₂₄)(Q₂₅), and—B(Q₂₆)(Q₂₇); and —N(Q₃₁)(Q₃₂), —Si(Q₃₃)(Q₃₄)(Q₃₅), and —B(Q₃₆)(Q₃₇);wherein Q₁₁ to Q₁₇, Q₂₁ to Q₂₇, and Q₃₁ to Q₃₇ are independentlyselected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxylgroup, a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a C₁-C₆₀ alkyl group, a C₂-C₆₀ alkenyl group, a C₂-C₆₀ alkynyl group, aC₁-C₆₀ alkoxy group, a C₃-C₁₀ cycloalkyl group, a C₂-C₁₀heterocycloalkyl group, a C₃-C₁₀ cycloalkenyl group, a C₇-C₁₀heterocycloalkenyl group, a C₆-C₆₀ aryl group, a C₁-C₆₀ heteroarylgroup, a monovalent non-aromatic condensed polycyclic group, and amonovalent non-aromatic condensed heteropolycyclic group.
 2. Thecompound as claimed in claim 1, wherein in Formula 1, Ar and X are eachindependently selected from a single bond, a substituted orunsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₁-C₆₀heteroaryl group, a substituted or unsubstituted monovalent non-aromaticcondensed polycyclic group, a substituted or unsubstituted monovalentnon-aromatic condensed heteropolycyclic group, a substituted orunsubstituted C₆-C₆₀ arylene group, a substituted or unsubstitutedC₁-C₆₀ heteroarylene group, a substituted or unsubstituted divalentnon-aromatic condensed polycyclic group, and a substituted orunsubstituted divalent non-aromatic condensed heteropolycyclic group. 3.The compound as claimed in claim 1, wherein in Formula 1, Ar is selectedfrom a single bond and a group represented by one of the followingFormulae 2a to 2t:

wherein, in Formulae 2a to 2t, H₁, H₂, and H₃ are each independentlyselected from CR₂₁R₂₂, O, S, and NR₂₃; R_(11′), R₁₂, R₂₁, R₂₂, R₂₃, andZ₁ are each independently selected from a hydrogen, a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a substituted or unsubstituted C₁-C₆₀alkyl group, a substituted C₂-C₆₀ alkenyl group, a substituted orunsubstituted C₂-C₆₀ alkynyl group, a substituted C₁-C₆₀ alkoxy group, asubstituted or unsubstituted C₃-C₁₀ cycloalkyl group, a substituted orunsubstituted C₂-C₁₀ heterocycloalkyl group, a substituted orunsubstituted C₃-C₁₀ cycloalkenyl group, a substituted or unsubstitutedC₂-C₁₀ heterocycloalkenyl group, a substituted or unsubstituted C₆-C₆₀aryl group, a substituted or unsubstituted C₆-C₆₀ aryloxy group, asubstituted or unsubstituted C₆-C₆₀ arylthio group, a substituted orunsubstituted C₂-C₆₀ heteroaryl group, a substituted or unsubstitutedmonovalent non-aromatic condensed polycyclic group, and a substituted orunsubstituted monovalent non-aromatic condensed heteropolycyclic group;in Formulae 2b and 2e, R_(11′) and R₁₂ that are adjacent to each otherare separate or form a ring by linking to each other, p is an integerselected from 1 to 8; a and b are each independently an integer selectedfrom 1 to 5; l is 0 or 1; *indicates a binding site to a neighboringatom; and when p, a, or b are 2 or more, R_(11′), R₁₂, or Z₁ are eachindependently identical to or different from each other.
 4. The compoundas claimed in claim 3, wherein, in Formulae 2b and 2e, R_(11′) and R₁₂that are adjacent to each other form a ring by linking to each other. 5.The compound as claimed in claim 1, wherein in Formula 1, X is selectedfrom a single bond and a group represented by one of the followingFormulae 3a to 3g:

wherein, in Formulae 3a to 3g, * indicates a binding site to aneighboring atom.
 6. The compound as claimed in claim 1, wherein thecompound represented by Formula 1 is represented by the followingFormula 2, in which X, Ar, m, and n are defined the same as X, Ar, m,and n of Formula 1:


7. The compound as claimed in claim 1, wherein the compound representedby Formula 1 is one of the following Compounds 1 to 67:


8. An organic light-emitting device, comprising: a first electrode; asecond electrode facing the first electrode; and an organic layerbetween the first electrode and the second electrode, the organic layerincluding an emission layer, wherein the organic layer includes thecompound as claimed in claim
 1. 9. The organic light-emitting device asclaimed in claim 8, wherein the organic layer is formed by using a wetmethod.
 10. The organic light-emitting device as claimed in claim 8,wherein the first electrode is an anode, the second electrode is acathode, and the organic layer includes a hole transport region betweenthe first electrode and the emission layer, the hole transport regionincludes at least one selected from a hole injection layer, a holetransport layer, a buffer layer, and an electron blocking layer, and anelectron transport region between the emission layer and the secondelectrode, the electron transport region including at least one selectedfrom a hole blocking layer, an electron transport layer, and an electroninjection layer.
 11. The organic light-emitting device as claimed inclaim 10, wherein the compound is included in the emission layer. 12.The organic light-emitting device as claimed in claim 10, wherein thecompound is a host in the emission layer.
 13. The organic light-emittingdevice as claimed in claim 10, wherein the hole transport regionincludes at least one selected from a compound represented by Formula201A and a compound represented by Formula 202A:

wherein, in Formulae 201A and 202A, L₂₀₁ to L₂₀₃ are each independentlyselected from: a phenylene group, a naphthylene group, a fluorenylenegroup, a spiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and a triazinylenegroup; and a phenylene group, a naphthylene group, a fluorenylene group,a spiro-fluorenylene group, a benzofluorenylene group, adibenzofluorenylene group, a phenanthrenylene group, an anthracenylenegroup, a pyrenylene group, a chrysenylene group, a pyridinylene group, apyrazinylene group, a pyrimidinylene group, a pyridazinylene group, aquinolinylene group, an isoquinolinylene group, a quinoxalinylene group,a quinazolinylene group, a carbazolylene group, and a triazinylenegroup, each substituted with at least one selected from a deuterium, —F,—Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an aminogroup, an amidino group, a hydrazine group, a hydrazone group, acarboxylic acid or a salt thereof, a sulfonic acid or a salt thereof, aphosphoric acid or a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxygroup, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group; xa1 to xa3 are each independently selected from 0 and1; R₂₀₂ to R₂₀₄, R₂₁₁, and R₂₁₂ are each independently selected from: aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group; and aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, aphenanthrenyl group, an anthracenyl group, a pyrenyl group, a chrysenylgroup, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, apyridazinyl group, a quinolinyl group, an isoquinolinyl group, aquinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group, each substituted with at least one selected from adeuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitrogroup, an amino group, an amidino group, a hydrazine group, a hydrazonegroup, a carboxylic acid or a salt thereof, a sulfonic acid or a saltthereof, a phosphoric acid or a salt thereof, a C₁-C₂₀ alkyl group, aC₁-C₂₀ alkoxy group, a phenyl group, a naphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group; R₂₁₃ and R₂₁₄ are eachindependently selected from: a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxygroup; a C₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substitutedwith at least one selected from a deuterium, —F, —Cl, —Br, —I, ahydroxyl group, a cyano group, a nitro group, an amino group, an amidinogroup, a hydrazine group, a hydrazone group, a carboxylic acid or a saltthereof, a sulfonic acid or a salt thereof, a phosphoric acid or a saltthereof, a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group; a phenyl group, a naphthyl group, a fluorenyl group, aspiro-fluorenyl group, a benzofluorenyl group, a dibenzofluorenyl group,a phenanthrenyl group, an anthracenyl group, a pyrenyl group, achrysenyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinylgroup, a pyridazinyl group, a quinolinyl group, an isoquinolinyl group,a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, and atriazinyl group; and a phenyl group, a naphthyl group, a fluorenylgroup, a spiro-fluorenyl group, a benzofluorenyl group, adibenzofluorenyl group, a phenanthrenyl group, an anthracenyl group, apyrenyl group, a chrysenyl group, a pyridinyl group, a pyrazinyl group,a pyrimidinyl group, a pyridazinyl group, a quinolinyl group, anisoquinolinyl group, a quinoxalinyl group, a quinazolinyl group, acarbazolyl group, and a triazinyl group, each substituted with at leastone selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, acyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenyl group, a naphthylgroup, a fluorenyl group, a spiro-fluorenyl group, a benzofluorenylgroup, a dibenzofluorenyl group, a phenanthrenyl group, an anthracenylgroup, a pyrenyl group, a chrysenyl group, a pyridinyl group, apyrazinyl group, a pyrimidinyl group, a pyridazinyl group, a quinolinylgroup, an isoquinolinyl group, a quinoxalinyl group, a quinazolinylgroup, a carbazolyl group, and a triazinyl group; R₂₁₅ and R₂₁₆ are eachindependently selected from: a hydrogen, a deuterium, —F, —Cl, —Br, —I,a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, and a C₁-C₂₀ alkoxy group; aC₁-C₂₀ alkyl group and a C₁-C₂₀ alkoxy group, each substituted with atleast one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group,a cyano group, a nitro group, an amino group, an amidino group, ahydrazine group, a hydrazone group, a carboxylic acid or a salt thereof,a sulfonic acid or a salt thereof, a phosphoric acid or a salt thereof,a phenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, a carbazolyl group, and a triazinyl group; aphenyl group, a naphthyl group, a fluorenyl group, a spiro-fluorenylgroup, a benzofluorenyl group, a dibenzofluorenyl group, a phenanthrenylgroup, an anthracenyl group, a pyrenyl group, a chrysenyl group, apyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinylgroup, a quinolinyl group, an isoquinolinyl group, a quinoxalinyl group,a quinazolinyl group, and a triazinyl group; and a phenyl group, anaphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and a triazinyl group, eachsubstituted with at least one selected from a deuterium, —F, —Cl, —Br,—I, a hydroxyl group, a cyano group, a nitro group, an amino group, anamidino group, a hydrazine group, a hydrazone group, a carboxylic acidor a salt thereof, a sulfonic acid or a salt thereof, a phosphoric acidor a salt thereof, a C₁-C₂₀ alkyl group, a C₁-C₂₀ alkoxy group, a phenylgroup, a naphthyl group, a fluorenyl group, a spiro-fluorenyl group, abenzofluorenyl group, a dibenzofluorenyl group, a phenanthrenyl group,an anthracenyl group, a pyrenyl group, a chrysenyl group, a pyridinylgroup, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, aquinolinyl group, an isoquinolinyl group, a quinoxalinyl group, aquinazolinyl group, a carbazolyl group, and a triazinyl group; and xa5is selected from 1 and
 2. 14. The organic light-emitting device asclaimed in claim 10, wherein the hole transport region includes acharge-generating material.
 15. The organic light-emitting device asclaimed in claim 14, wherein the charge-generating material is ap-dopant.
 16. The organic light-emitting device as claimed in claim 10,wherein the electron transport region includes a metal complex.
 17. Theorganic light-emitting device as claimed in claim 16, wherein the metalcomplex is a lithium (Li) complex.
 18. The organic light-emitting deviceas claimed in claim 16, wherein the metal complex is a lithium quinolate(LiQ).
 19. The organic light-emitting device as claimed in claim 16,wherein the metal complex is Compound ET-D2:


20. A flat panel display apparatus, comprising: a thin film transistor,the thin film transistor including a source electrode and a drainelectrode; and the organic light-emitting device as claimed in claim 8,wherein the first electrode of the organic light-emitting device iselectrically connected to the source electrode or the drain electrode ofthe thin film transistor.